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OUR INSIGHTS SUITE
Tax Strategy, CFO Insights & NIL Finance for Founders and Athletes


IRS Installment Agreement: How Payment Plans Really Work
Most people who set up an IRS payment plan do not know which type they are getting, what the setup fee should be, or what will cause it to default. Here is how streamlined, non-streamlined, and partial payment installment agreements actually work with real monthly cost examples at $5,000, $15,000, and $40,000 balance levels.

MJ Cunningham, EA
Jul 217 min read
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I Owe the IRS and Can't Pay: What Are My Options?
Owing the IRS money you cannot pay is one of the most stressful financial situations a person can face. The IRS has formal programs for exactly this situation including payment plans, hardship status, settlements, and penalty removal. Here is every option explained with real eligibility requirements, real monthly cost examples, and the honest answer on which ones most people actually qualify for.

MJ Cunningham, EA
Jul 198 min read
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What Happens If You Ignore IRS Notices?
Ignoring an IRS notice does not pause the process. It advances it automatically. Every letter the IRS sends moves your case one step closer to enforced collection including bank levies, wage garnishments, and Revenue Officer assignment. Here is exactly what happens at each stage of the IRS escalation sequence and what each step costs you in options.

MJ Cunningham, EA
Jul 167 min read
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IRS Notice CP504: Notice of Intent to Levy and What to Do Before the Final Notice Arrives
CP504 is the IRS Notice of Intent to Levy and it means the collection phase has started. It cannot yet take your wages or bank account but it is one letter away from being able to. That next letter is already queued. Here is exactly what CP504 means, what comes after it, and what arrangements are still available before the final notice arrives.

MJ Cunningham, EA
Jul 157 min read
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Received an IRS Letter in Texas? Read This Before You Respond
That IRS letter has a notice code, a deadline, and a correct response. Most IRS notices are generated automatically and many are fixable on good terms. But every notice is a step in a sequence and the next letter is always worse than the one you are holding. Here is exactly what each notice means and what Texas taxpayers should do first.

MJ Cunningham, EA
Jul 127 min read
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Why Doesn't My Payroll Software Register My Business in New States?
Payroll software can process paychecks flawlessly for months while the state registrations behind it are completely missing. Here's exactly what your software does, what it doesn't, and why the gap becomes one of the most expensive surprises a growing business runs into.

MJ Cunningham, EA
Jul 96 min read
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How Do Payroll Tax Problems Follow You Between Payroll Systems?
Switching payroll providers feels like a clean break, but registration gaps, unresolved notices, and filing errors do not belong to the software, they belong to the employer, and they follow the business into every new system until someone actually reviews the history. This post walks through why migrations expose old problems instead of causing them, and what to check before you switch.

MJ Cunningham, EA
Jul 76 min read
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How Payroll Tax Notices Escalate During Rapid Growth
Most payroll tax notice problems do not begin as emergencies. They begin as small operational misses during periods of rapid growth. A missing registration here. An incomplete unemployment account there. A remote employee added too quickly. Here is exactly how payroll notices escalate during growth and what growing businesses need to do before a manageable problem becomes a costly cleanup project.

MJ Cunningham, EA
Jul 55 min read
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Why Payroll Software Does Not Automatically Solve Remote Employee Compliance Issues
Modern payroll software is powerful. It processes wages, runs direct deposits, and generates reports flawlessly. What it does not do automatically is identify every compliance obligation created by remote employees. Here is exactly why payroll software cannot replace operational oversight for remote workforces and what growing businesses need to have in place instead.

MJ Cunningham, EA
Jul 25 min read
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How Multi-State Payroll Problems Start During Rapid Growth
Most multi-state payroll problems do not start because a business was careless. They start because the business was growing fast. Remote hiring accelerates, departments scale, and payroll infrastructure cannot keep up. Here is exactly how rapid growth creates multi-state payroll compliance problems and what growing businesses need to do before the notices arrive.

MJ Cunningham, EA
Jun 306 min read
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Why Businesses Discover Missing Payroll Registrations During Growth
Missing payroll registrations almost never get discovered at the moment they are created. They get discovered during provider transitions, state notices, unemployment reviews, or rapid growth periods, months after the employee was already working. Here is exactly why growing businesses discover missing payroll registrations during growth and how to identify them before something forces visibility.

MJ Cunningham, EA
Jun 285 min read
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What Businesses Should Review Before Switching Payroll Providers
Most businesses treat a payroll provider change like a software project. The hard part is almost never the software. It is the missing registrations, historical notices, incomplete unemployment accounts, and employee location issues that surface during implementation. Here is exactly what to review before switching payroll providers so none of those problems become your problem after go-live.

MJ Cunningham, EA
Jun 255 min read
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